Difference between revisions of "Benzamil"
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Latest revision as of 15:44, 19 September 2010
| Benzamil | |
|---|---|
| File:Benzamil.png | |
| 3,5-diamino-N-[(1E)- amino(benzylamino)methylidene]- 6-chloropyrazine-2-carboxamide | |
| style="background: #F8EABA; text-align: center;" colspan="2" | Identifiers | |
| CAS number | 2898-76-2 |
| PubChem | 108107 |
| MeSH | benzamil |
| SMILES | Script error: No such module "collapsible list". |
| style="background: #F8EABA; text-align: center;" colspan="2" | Properties | |
| Molecular formula | C13H14ClN7O |
| Molar mass | 319.75 g/mol |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) | |
| Infobox references | |
Benzamil or benzyl amiloride is a sodium-calcium exchange blocker.[1][2] It is a potent analog of amiloride, and is marketed as the hydrochloride salt (benzamil hydrochloride). As amiloride, benzamil has been studied as a possible treatment for cystic fibrosis,[3] although with disappointing results.[4]
Structure
Benzamil is a benzyl group-containing analog of amiloride. Like amiloride, it is a guanidinium group-containing pyrazine derivative.
Mechanism of action
Benzamil is closly related to amiloride. By adding the benzyl group to the nitrogen of the guanidinium group the activity is increased several hundred-fold.[5]
Amiloride works by directly blocking the epithelial sodium channel (ENaC) thereby inhibiting sodium reabsorption in the distal convoluted tubules and collecting ducts in the kidneys (this mechanism is the same for triamterene). This promotes the loss of sodium and water from the body, but without depleting potassium.
References
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